تفاعل #53779

معادلة التفاعل

Sodium triacetoxyborohydride

2-Thiophenecarboxaldehyde

5-(5,6-difluoro-1H-indol-2-yl)-2-methoxy-phenylamine

sodium bicarbonate

acetic acid

→

product

المردود 32.4%

[5-(5,6-Difluoro-1H-indol-2-yl)-2-methoxy-phenyl]-thiophen-2-ylmethyl-amine

المردود 32.4%

المذيبات

methylene chloride

ظروف التفاعل

المعالجة

1. 1
   workup.STIRRINGthe resulting homogeneous solution stirred at room temperature for 6 days
2. 2
   workup.STIRRINGthe mixture stirred for 2 hours
3. 3
   workup.STIRRINGThe mixture was shaken
4. 4
   أخرىthe organic layer separated
5. 5
   أخرىThe solvent was evaporated
6. 6
   أخرىto give a brown gum
7. 7
   أخرىRecrystallization from methanol/water

الإجراء التجريبي

2-Thiophenecarboxaldehyde (0.112 g, 1.0 mmol) was added to a stirred mixture of 5-(5,6-difluoro-1H-indol-2-yl)-2-methoxy-phenylamine (0.29 g, 1.06 mmol) in methylene chloride (125 mL), followed by acetic acid (0.1 g, 1.67 mmol). The resulting mixture was stirred at room temperature for 1 hour. Sodium triacetoxyborohydride (0.23 g, 1.09 mmol) was added in one portion, and the resulting homogeneous solution stirred at room temperature for 6 days. Saturated aqueous sodium bicarbonate solution (100 mL) was added and the mixture stirred for 2 hours. The mixture was shaken and the organic layer separated. The solvent was evaporated to give a brown gum. Recrystallization from methanol/water gave the product as a brown solid (120 mg), mp 190-192° C.

المصدر